DE122006000058I1 - 7-Substituted-9-substituted-amino-6-demethyl-6-deoxy-tetracyclines - Google Patents

7-Substituted-9-substituted-amino-6-demethyl-6-deoxy-tetracyclines

Info

Publication number
DE122006000058I1
DE122006000058I1 DE1992632302 DE69232302C DE122006000058I1 DE 122006000058 I1 DE122006000058 I1 DE 122006000058I1 DE 1992632302 DE1992632302 DE 1992632302 DE 69232302 C DE69232302 C DE 69232302C DE 122006000058 I1 DE122006000058 I1 DE 122006000058I1
Authority
DE
Germany
Prior art keywords
substituted
demethyl
tetracyclines
amino
deoxy
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
DE1992632302
Other languages
German (de)
Other versions
DE69232302T4 (en
DE69232302D1 (en
DE69232302T2 (en
Inventor
Joseph Hlavka
Phaik-Eng Sum
Yakov Gluzman
Ving Lee
Adma ROSS
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Wyeth Holdings LLC
Wyeth LLC
Original Assignee
Wyeth Holdings LLC
Wyeth LLC
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=25092264&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=DE122006000058(I1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Wyeth Holdings LLC, Wyeth LLC filed Critical Wyeth Holdings LLC
Publication of DE122006000058I1 publication Critical patent/DE122006000058I1/en
Pending legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C237/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
    • C07C237/24—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a ring other than a six-membered aromatic ring of the carbon skeleton
    • C07C237/26—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a ring other than a six-membered aromatic ring of the carbon skeleton of a ring being part of a condensed ring system formed by at least four rings, e.g. tetracycline
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/16—Amides, e.g. hydroxamic acids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04—Antibacterial agents
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D205/00—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom
    • C07D205/02—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings
    • C07D205/04—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D277/38—Nitrogen atoms
    • C07D277/44—Acylated amino or imino radicals
    • C07D277/46—Acylated amino or imino radicals by carboxylic acids, or sulfur or nitrogen analogues thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D307/56—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D307/68—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
    • C07D333/24—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/26—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D333/30—Hetero atoms other than halogen
    • C07D333/34—Sulfur atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/26—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D333/38—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2603/00—Systems containing at least three condensed rings
    • C07C2603/02—Ortho- or ortho- and peri-condensed systems
    • C07C2603/40—Ortho- or ortho- and peri-condensed systems containing four condensed rings
    • C07C2603/42—Ortho- or ortho- and peri-condensed systems containing four condensed rings containing only six-membered rings
    • C07C2603/44—Naphthacenes; Hydrogenated naphthacenes
    • C07C2603/46—1,4,4a,5,5a,6,11,12a- Octahydronaphthacenes, e.g. tetracyclines

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Animal Behavior & Ethology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Oncology (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Communicable Diseases (AREA)
  • Epidemiology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Peptides Or Proteins (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Pyrrole Compounds (AREA)
  • Heterocyclic Compounds Containing Sulfur Atoms (AREA)
  • Thiazole And Isothizaole Compounds (AREA)
  • Furan Compounds (AREA)
  • Moulding By Coating Moulds (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Saccharide Compounds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Hydrogenated Pyridines (AREA)

Abstract

Novel 7-substituted-9-(substituted amino)-6-demethyl-6-deoxytetracycline compounds having activity against a wide spectrum of organisms including organisms which are resistant to tetracyclines are disclosed. Also disclosed are intermediates and methods for making the novel compounds of the present invention.
DE1992632302 1991-10-04 1992-08-21 7-Substituted-9-substituted-amino-6-demethyl-6-deoxy-tetracyclines Pending DE122006000058I1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US77157691A 1991-10-04 1991-10-04

Publications (1)

Publication Number Publication Date
DE122006000058I1 true DE122006000058I1 (en) 2007-01-18

Family

ID=25092264

Family Applications (4)

Application Number Title Priority Date Filing Date
DE200612000058 Active DE122006000058I2 (en) 1991-10-04 1992-08-21 7-Substituted-9-substituted-amino-6-demethyl-6-deoxy-tetracyclines
DE1992632302 Pending DE122006000058I1 (en) 1991-10-04 1992-08-21 7-Substituted-9-substituted-amino-6-demethyl-6-deoxy-tetracyclines
DE69232302A Expired - Lifetime DE69232302D1 (en) 1991-10-04 1992-08-21 7-Substituted-9-substituted amino-6-demethyl-6-deoxy-tetracyclines
DE69232302T Expired - Lifetime DE69232302T4 (en) 1991-10-04 1992-08-21 7-Substituted-9-substituted amino-6-demethyl-6-deoxy-tetracyclines

Family Applications Before (1)

Application Number Title Priority Date Filing Date
DE200612000058 Active DE122006000058I2 (en) 1991-10-04 1992-08-21 7-Substituted-9-substituted-amino-6-demethyl-6-deoxy-tetracyclines

Family Applications After (2)

Application Number Title Priority Date Filing Date
DE69232302A Expired - Lifetime DE69232302D1 (en) 1991-10-04 1992-08-21 7-Substituted-9-substituted amino-6-demethyl-6-deoxy-tetracyclines
DE69232302T Expired - Lifetime DE69232302T4 (en) 1991-10-04 1992-08-21 7-Substituted-9-substituted amino-6-demethyl-6-deoxy-tetracyclines

Country Status (28)

Country Link
EP (1) EP0536515B1 (en)
JP (1) JP3186863B2 (en)
KR (1) KR100269072B1 (en)
CN (1) CN1048240C (en)
AT (1) ATE211128T1 (en)
AU (1) AU654049B2 (en)
BR (1) BR1100853A (en)
CA (1) CA2079692C (en)
CL (1) CL2004001623A1 (en)
CZ (2) CZ284209B6 (en)
DE (4) DE122006000058I2 (en)
DK (1) DK0536515T3 (en)
ES (1) ES2168254T3 (en)
FI (1) FI114911B (en)
HK (1) HK1011348A1 (en)
HU (2) HU219973B (en)
IL (3) IL103320A (en)
LU (1) LU91279I2 (en)
MX (1) MX9205532A (en)
NL (1) NL300244I2 (en)
NO (3) NO301472B1 (en)
NZ (1) NZ244585A (en)
PL (4) PL176333B1 (en)
PT (1) PT536515E (en)
SG (1) SG52361A1 (en)
SK (2) SK284826B6 (en)
TW (1) TW275616B (en)
ZA (1) ZA927607B (en)

Families Citing this family (39)

* Cited by examiner, † Cited by third party
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US5420272A (en) * 1992-08-13 1995-05-30 American Cyanamid Company 7-(substituted)-8-(substituted)-9-](substituted glycyl)amido]-6-demethyl-6-deoxytetracyclines
US5284963A (en) * 1992-08-13 1994-02-08 American Cyanamid Company Method of producing 7-(substituted)-9-[(substituted glycyl)-amidol]-6-demethyl-6-deoxytetra-cyclines
US5328902A (en) * 1992-08-13 1994-07-12 American Cyanamid Co. 7-(substituted)-9-[(substituted glycyl)amido]-6-demethyl-6-deoxytetracyclines
US5834450A (en) * 1994-02-17 1998-11-10 Pfizer Inc. 9- (substituted amino) -alpha-6-deoxy-5-oxy tetracycline derivatives, their preparation and their use as antibiotics
CN102336680A (en) 1999-09-14 2012-02-01 塔夫茨大学信托人 Methods of preparing substituted tetracyclines with transition metal-based chemistries.
US8106225B2 (en) 1999-09-14 2012-01-31 Trustees Of Tufts College Methods of preparing substituted tetracyclines with transition metal-based chemistries
EA200201046A1 (en) 2000-03-31 2003-04-24 Трастис Оф Тафтс Коллидж 7- OR SUBSTITUTED COMPUTER COMPANIES, APPLICATIONS, APPLICATIONS, PHARMACEUTICAL COMPOSITION, METHODS OF TREATMENT, CONDITIONS
AU2001259701A1 (en) * 2000-05-15 2001-11-26 Paratek Pharmaceuticals, Inc 7-substituted fused ring tetracycline compounds
MXPA03000055A (en) * 2000-07-07 2003-07-14 Tufts College 9-substituted minocycline compounds.
US7094806B2 (en) 2000-07-07 2006-08-22 Trustees Of Tufts College 7, 8 and 9-substituted tetracycline compounds
AU2002250331A1 (en) 2001-03-13 2002-09-24 Paratek Pharmaceuticals, Inc. 7-pyrollyl tetracycline compounds and methods of use thereof
EP1241160A1 (en) 2001-03-13 2002-09-18 Glaxo Group Limited Tetracycline derivatives and their use as antibiotic agents
EA201000388A1 (en) 2001-03-13 2010-10-29 Пэрэтек Фамэсьютикэлс, Инк. SUBSTITUTED TETRACYCLINE COMPOUNDS (OPTIONS), PHARMACEUTICAL COMPOSITION AND METHOD FOR THE TREATMENT OF TETRACYCLINE-SENSITIVE CONDITION OF THE SUBJECT
US7553828B2 (en) 2001-03-13 2009-06-30 Paratek Pharmaceuticals, Inc. 9-aminomethyl substituted minocycline compounds
JP2004529927A (en) * 2001-04-24 2004-09-30 パラテック ファーマシューティカルズ， インク． Substituted tetracycline compounds for the treatment of malaria
JP2004537544A (en) 2001-07-13 2004-12-16 パラテック ファーマシューティカルズ インコーポレイテッド Tetracycline compounds with targeted therapeutic activity
AU2002365120A1 (en) 2001-08-02 2003-07-15 Paratek Pharmaceuticals, Inc. Medicaments
AU2003235759A1 (en) 2002-01-08 2003-07-24 Paratek Pharmaceuticals, Inc. 4-dedimethylamino tetracycline compounds
EA201000491A1 (en) * 2002-03-08 2010-08-30 Паратек Фармасьютикалс, Инк. AMINOMETHYLENE TESTING
CN101863841A (en) 2003-07-09 2010-10-20 帕拉特克药品公司 The tetracycline compound that replaces
UA83266C2 (en) * 2003-12-08 2008-06-25 Уайет Oxazole derivatives of tetracyclines
CN103224474B (en) * 2004-05-21 2016-08-03 哈佛大学校长及研究员协会 The synthesis of tetracycline and the like
US7534766B2 (en) 2004-11-05 2009-05-19 Wyeth Glucuronide metabolites and epimers thereof of tigecycline
AR057649A1 (en) 2005-05-27 2007-12-12 Wyeth Corp SOLID CRYSTALINE TIGECICLINE FORMS AND METHODS TO PREPARE THE SAME
KR20080041722A (en) * 2005-08-31 2008-05-13 와이어쓰 9-aminocarbonyl substituted derivatives of glycylcyclines
EP2026776A2 (en) 2006-05-15 2009-02-25 Paratek Pharmaceuticals, Inc. Methods of regulating expression of genes or of gene products using substituted tetracycline compounds
AR069494A1 (en) 2007-11-29 2010-01-27 Actelion Pharmaceuticals Ltd PHOSPHONIC ACID DERIVATIVES
PT2271348T (en) 2008-03-28 2018-04-16 Paratek Pharm Innc Oral tablet formulation of tetracycline compound
ITMI20080807A1 (en) 2008-05-05 2009-11-06 Antibioticos Spa PROCEDURE FOR THE PREPARATION OF TIGECYCLINE IN THE AMORPHOUS FORM
TW202021946A (en) 2008-05-23 2020-06-16 美商派洛泰克藥物股份有限公司 Tosylate salts and polymorphs of a tetracycline compound
PT2682387E (en) * 2008-08-08 2016-02-03 Tetraphase Pharmaceuticals Inc C7-fluoro substituted tetracycline compounds
US9073829B2 (en) 2009-04-30 2015-07-07 President And Fellows Of Harvard College Synthesis of tetracyclines and intermediates thereto
WO2010129057A2 (en) 2009-05-08 2010-11-11 Tetraphase Pharmaceuticals, Inc. Tetracycline compounds
PL2470500T3 (en) 2009-08-28 2018-03-30 Tetraphase Pharmaceuticals, Inc. Tetracycline compounds
KR101799304B1 (en) 2010-05-12 2017-11-20 렘펙스 파머수티클스 인코퍼레이티드 Tetracycline compositions
WO2013013504A1 (en) * 2011-07-26 2013-01-31 山东亨利医药科技有限责任公司 Tigecycline derivative
PL2890673T3 (en) 2012-08-31 2019-06-28 Tetraphase Pharmaceuticals, Inc. Tetracycline compounds
EP3068370A2 (en) 2013-11-12 2016-09-21 Galenicum Health S.L. Stable pharmaceutical compositions
JP7492335B2 (en) 2016-10-19 2024-05-29 テトラフェース ファーマシューティカルズ，インコーポレイテッド Crystalline forms of eravacycline

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US3338963A (en) * 1960-10-28 1967-08-29 American Cyanamid Co Tetracycline compounds
US3579579A (en) * 1968-04-18 1971-05-18 American Cyanamid Co Substituted 7- and/or 9-amino-6-demethyl-6-deoxytetracyclines

Also Published As

Publication number Publication date
SG52361A1 (en) 1998-09-28
NO301472B1 (en) 1997-11-03
NZ244585A (en) 1995-07-26
SK298492A3 (en) 1995-03-08
SK280837B6 (en) 2000-08-14
NO2017037I1 (en) 2017-08-01
NO2017037I2 (en) 2017-08-01
FI924454A (en) 1993-04-05
IL119590A (en) 1999-03-12
SK284826B6 (en) 2005-12-01
AU654049B2 (en) 1994-10-20
KR100269072B1 (en) 2000-10-16
CA2079692A1 (en) 1993-04-05
MX9205532A (en) 1993-04-01
JPH05255219A (en) 1993-10-05
BR1100853A (en) 1999-12-07
AU2618392A (en) 1993-04-08
HU219973B (en) 2001-10-28
TW275616B (en) 1996-05-11
PL296143A1 (en) 1993-05-31
IL119590A0 (en) 1997-02-18
FI114911B (en) 2005-01-31
ZA927607B (en) 1993-04-13
CZ284159B6 (en) 1998-08-12
FI924454A0 (en) 1992-10-02
CN1048240C (en) 2000-01-12
HU9203110D0 (en) 1992-12-28
NO923857L (en) 1993-04-05
CA2079692C (en) 2004-06-08
PL175957B1 (en) 1999-03-31
EP0536515B1 (en) 2001-12-19
PL172282B1 (en) 1997-08-29
CN1072172A (en) 1993-05-19
HUT63145A (en) 1993-07-28
HK1011348A1 (en) 1999-07-09
NL300244I1 (en) 2007-01-02
NO923857D0 (en) 1992-10-02
KR930007894A (en) 1993-05-20
DK0536515T3 (en) 2002-04-08
NO2006015I2 (en) 2011-03-14
EP0536515A1 (en) 1993-04-14
CL2004001623A1 (en) 2005-06-03
PL173311B1 (en) 1998-02-27
PT536515E (en) 2002-05-31
CZ298492A3 (en) 1993-05-12
DE69232302T4 (en) 2003-02-13
SK114999A3 (en) 2000-07-11
ATE211128T1 (en) 2002-01-15
IL103320A0 (en) 1993-03-15
ES2168254T3 (en) 2002-06-16
LU91279I2 (en) 2006-12-11
IL103320A (en) 1998-12-06
DE69232302D1 (en) 2002-01-31
NL300244I2 (en) 2007-01-02
PL176333B1 (en) 1999-05-31
DE122006000058I2 (en) 2007-09-13
JP3186863B2 (en) 2001-07-11
HU211172A9 (en) 1995-11-28
CZ309397A3 (en) 1998-09-16
CZ284209B6 (en) 1998-09-16
DE69232302T2 (en) 2002-08-14
NO2006015I1 (en) 2006-11-27

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